LOW-TEMPERATURE ASYMMETRIC EPOXIDATION OF UNFUNCTIONALIZED OLEFINS CATALYZED BY (SALEN)MN(III) COMPLEXES

Authors
PALUCKI M MCCORMICK GJ JACOBSEN EN
Citation
M. Palucki et al., LOW-TEMPERATURE ASYMMETRIC EPOXIDATION OF UNFUNCTIONALIZED OLEFINS CATALYZED BY (SALEN)MN(III) COMPLEXES, Tetrahedron letters, 36(31), 1995, pp. 5457-5460
Citations number
13
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
Tetrahedron letters → ACNP
ISSN journal
00404039
Volume
36
Issue
31
Year of publication
1995
Pages
5457 - 5460
Database
ISI
SICI code
0040-4039(1995)36:31<5457:LAEOUO>2.0.ZU;2-9
Abstract
The enantioselective epoxidation of olefins catalyzed by (salen)Mn(III ) complexes can be effected under anhydrous conditions with a variety of primary oxidant systems. The combination of m-CPBA and NMO is parti cularly reactive, allowing for epoxidation reactions to be carried out at -78 degrees C. Under these low temperature conditions, a variety o f unfunctionalized olefins undergo epoxidation with a significant incr ease in enantioselectivity relative to reaction using aqueous bleach.